Reversible Coupling of Germylone with Isocyanates Article Swipe

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Coupling (piping) Chemistry Materials science Composite material

Minh Tho Nguyen , Dmitry G. Gusev , Anton Dmitrienko , Melanie Pilkington , Georgii I. Nikonov ·

YOU? · · 2024 · Open Access · · DOI: https://doi.org/10.1002/chem.202400613 · OA: W4391990987

The germylone dimNHCGe ( 5 , dimNHC=diimino N‐heterocyclic carbene) undergoes a [2+2] cycloaddition with isocyanates RNCO (R=4‐tolyl or 3,5‐xylyl) to furnish novel alkyl carboxamido germylenes 7 (R=4‐tolyl) and 8 (R=3,5‐xylyl), featuring a C−C bond between the former carbene carbon and the isocyanate moiety. Heating a mixture of 8 with 4‐tolyl isocyanate to 100 °C results in isocyanate metathesis, demonstrating reversible C−C bond formation on the reduced germanium compound. DFT calculations suggest that this process occurs via the reductive dissociation of isocyanate from 8 that regenerates the parent Ge(0) compound 5 .